BR9914699B1 - método para extração de frações de lipìdios de material de animais marinhos e aquáticos, extrato de lipìdio de cril, uso do mesmo, fração de lipìdio, e, uso da mesma. - Google Patents
método para extração de frações de lipìdios de material de animais marinhos e aquáticos, extrato de lipìdio de cril, uso do mesmo, fração de lipìdio, e, uso da mesma. Download PDFInfo
- Publication number
- BR9914699B1 BR9914699B1 BRPI9914699-1A BR9914699A BR9914699B1 BR 9914699 B1 BR9914699 B1 BR 9914699B1 BR 9914699 A BR9914699 A BR 9914699A BR 9914699 B1 BR9914699 B1 BR 9914699B1
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- Brazil
- Prior art keywords
- lipid
- extraction
- cril
- solvent
- fraction
- Prior art date
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- 229940021056 vitamin d3 Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B1/00—Production of fats or fatty oils from raw materials
- C11B1/10—Production of fats or fatty oils from raw materials by extracting
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Wood Science & Technology (AREA)
- Pharmacology & Pharmacy (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Urology & Nephrology (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Fats And Perfumes (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Cosmetics (AREA)
- Fodder In General (AREA)
- Edible Oils And Fats (AREA)
- Farming Of Fish And Shellfish (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Feed For Specific Animals (AREA)
- Meat, Egg Or Seafood Products (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA2,251,265 | 1998-10-21 | ||
| CA002251265A CA2251265A1 (en) | 1998-10-21 | 1998-10-21 | Process for lipid extraction of aquatic animal tissues producing a dehydrated residue |
| PCT/CA1999/000987 WO2000023546A1 (en) | 1998-10-21 | 1999-10-21 | Method of extracting lipids from marine and aquatic animal tissues |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BR9914699A BR9914699A (pt) | 2001-07-10 |
| BR9914699B1 true BR9914699B1 (pt) | 2009-12-01 |
Family
ID=4162941
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI9914699-1A BR9914699B1 (pt) | 1998-10-21 | 1999-10-21 | método para extração de frações de lipìdios de material de animais marinhos e aquáticos, extrato de lipìdio de cril, uso do mesmo, fração de lipìdio, e, uso da mesma. |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6800299B1 (ja) |
| EP (1) | EP1123368B1 (ja) |
| JP (2) | JP4181305B2 (ja) |
| KR (1) | KR100454899B1 (ja) |
| CN (1) | CN1269940C (ja) |
| AT (1) | ATE391763T1 (ja) |
| AU (1) | AU765464B2 (ja) |
| BR (1) | BR9914699B1 (ja) |
| CA (1) | CA2251265A1 (ja) |
| DE (1) | DE69938504T2 (ja) |
| DK (1) | DK1123368T3 (ja) |
| ES (1) | ES2306527T3 (ja) |
| NO (1) | NO321481B1 (ja) |
| PL (1) | PL201771B1 (ja) |
| PT (1) | PT1123368E (ja) |
| RU (1) | RU2236441C2 (ja) |
| UA (1) | UA75029C2 (ja) |
| WO (1) | WO2000023546A1 (ja) |
| ZA (1) | ZA200103235B (ja) |
Families Citing this family (86)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2251265A1 (en) * | 1998-10-21 | 2000-04-21 | Universite De Sherbrooke | Process for lipid extraction of aquatic animal tissues producing a dehydrated residue |
| AUPQ480399A0 (en) * | 1999-12-22 | 2000-02-03 | Commonwealth Scientific And Industrial Research Organisation | Unsaturated fatty acids and their uses in therapy |
| CN102319266B (zh) * | 2001-06-18 | 2014-12-17 | 海王星技术&生物资源有限公司 | 用于预防和/或治疗心血管疾病、关节炎、皮肤癌、糖尿病、经前综合症和透皮转运的磷虾和/或海产提取物 |
| AU2013205516B2 (en) * | 2001-07-27 | 2014-04-24 | Aker Biomarine Antarctic As | Natural marine source phospholipids comprising flavonoids, polyunsaturated fatty acids and their applications |
| PT1417211E (pt) | 2001-07-27 | 2007-08-28 | Neptune Technologies & Bioress | Fosfolípidos naturais de origem marinha contendo flavonóides e fosfolípidos polinsaturados e suas utilizações. |
| US20050130937A1 (en) | 2003-10-22 | 2005-06-16 | Enzymotec Ltd. | Lipids containing omega-3 and omega-6 fatty acids |
| US7935365B2 (en) | 2003-10-22 | 2011-05-03 | Enzymotec, Ltd. | Glycerophospholipids for the improvement of cognitive functions |
| US8052992B2 (en) | 2003-10-22 | 2011-11-08 | Enzymotec Ltd. | Glycerophospholipids containing omega-3 and omega-6 fatty acids and their use in the treatment and improvement of cognitive functions |
| EP1716221B1 (en) * | 2004-01-30 | 2008-11-05 | Bionovate Limited | Solvent extraction of lipids from perna canaliculus |
| EP1727882A4 (en) * | 2004-02-06 | 2008-12-10 | Adrien Beaudoin | PROCESS FOR PREVENTING OXIDATION OF LIPIDS IN ANIMAL AND VEGETABLE OILS AND COMPOSITIONS PRODUCED ACCORDING TO SAID METHOD |
| US7666447B2 (en) * | 2004-10-08 | 2010-02-23 | Pharmanutrients | Compositions including Krill extracts and conjugated linoleic acid and methods of using same |
| US8404875B2 (en) | 2005-02-07 | 2013-03-26 | Adrien Beaudoin | Method for preventing the oxidation of lipids in animal and vegetable oils and compositions produced by the method thereof |
| GB0506788D0 (en) * | 2005-04-04 | 2005-05-11 | Biosea Man As | Process |
| RU2325801C2 (ru) * | 2006-01-10 | 2008-06-10 | Федеральное государственное унитарное предприятие "Каспийский научно-исследовательский институт рыбного хозяйства" (ФГУП "КаспНИРХ") | Способ оценки потенциально готовых к нерестовым миграциям самок воблы |
| WO2007080514A2 (en) * | 2006-01-13 | 2007-07-19 | Krill A/S | A method for the extraction of lipid fractions from krill |
| WO2008050219A2 (en) * | 2006-10-24 | 2008-05-02 | Krill A/S | Method and equipment' for improved extraction of lipid fractions from aquatic animals and from marine origin |
| JP2010510208A (ja) * | 2006-11-16 | 2010-04-02 | プロノヴァ バイオファーマ ノルゲ アーエス | オキアミ油およびミールの製造方法 |
| JP2008239500A (ja) * | 2007-03-25 | 2008-10-09 | Nippon Suisan Kaisha Ltd | レプチン分泌促進剤 |
| AU2011213836B2 (en) * | 2007-03-28 | 2013-11-14 | Aker Biomarine Antarctic As | Bioeffective krill oil compositions |
| US8697138B2 (en) | 2007-03-28 | 2014-04-15 | Aker Biomarine As | Methods of using krill oil to treat risk factors for cardiovascular, metabolic, and inflammatory disorders |
| AU2014100739B4 (en) * | 2007-03-28 | 2014-11-20 | Aker Biomarine Antarctic As | Processes and products thereof |
| CA2682068C (en) | 2007-03-28 | 2017-11-28 | Aker Biomarine Asa | Bioeffective krill oil compositions |
| US20080254135A1 (en) * | 2007-04-10 | 2008-10-16 | Marvin Heuer | Resveratrol-containing compositions for general health and vitality |
| US20100226977A1 (en) * | 2007-08-29 | 2010-09-09 | Aker Biomarine Asa | Low viscosity phospholipid compositions |
| AU2008291978B2 (en) * | 2007-08-29 | 2012-08-09 | Aker Biomarine Antarctic As | A new method for making krill meal |
| AU2014100741B4 (en) * | 2007-08-29 | 2014-09-11 | Aker Biomarine Antarctic As | Processes and products thereof |
| EP2110027A1 (en) * | 2008-04-01 | 2009-10-21 | Nestec S.A. | Long-chain polyunsaturated fatty acids (LC-PUFA) in maternal nutrition during pregnancy and lactation |
| WO2009139641A1 (en) * | 2008-05-15 | 2009-11-19 | Pronova Biopharma Norge As | Krill oil process |
| US9814256B2 (en) | 2009-09-14 | 2017-11-14 | Rimfrost Technologies As | Method for processing crustaceans to produce low fluoride/low trimethyl amine products thereof |
| DK3238551T3 (da) | 2008-09-12 | 2020-03-02 | Rimfrost Tech As | Proces til reduktion af fluoridindholdet ved fremstilling af proteinøse koncentrater ud fra krill |
| US8557297B2 (en) | 2008-09-12 | 2013-10-15 | Olympic Seafood, As | Method for processing crustaceans and products thereof |
| US20100077654A1 (en) * | 2008-09-23 | 2010-04-01 | LiveFuels, Inc. | Systems and methods for producing biofuels from algae |
| JP5703021B2 (ja) * | 2008-09-26 | 2015-04-15 | 日本水産株式会社 | 脂質の濃縮方法 |
| WO2010038964A2 (ko) * | 2008-09-30 | 2010-04-08 | 주식회사 유맥스 | 크릴로부터 유용성분 추출분리방법 및 관련 제품 |
| KR101024491B1 (ko) * | 2008-12-31 | 2011-03-31 | 인성실업(주) | 해양 동물로부터 지질을 추출하는 방법 |
| WO2010077152A1 (en) | 2009-01-05 | 2010-07-08 | Calanus As | Biological oil composition, formulations comprising the oil composition, and use thereof to prevent or treat cardiovascular disease |
| CA2752675A1 (en) | 2009-02-18 | 2010-08-26 | Walsh Intellectual Property Ltd. | A tubular duct member |
| US8372812B2 (en) | 2009-02-26 | 2013-02-12 | Aker Biomarine Asa | Phospholipid and protein tablets |
| WO2010121094A1 (en) | 2009-04-17 | 2010-10-21 | Livefuels. Inc. | Systems and methods for culturing algae with bivalves |
| CA2763647A1 (en) | 2009-05-28 | 2010-12-02 | Aker Biomarine Asa | Methods of using krill oil to treat risk factors for metabolic, cardiovascular, and inflammatory disorders |
| CN102802428B (zh) | 2009-06-12 | 2016-06-29 | 卡勒纳斯公司 | 油组合物,包含所述油组合物的制剂,及其减少内脏脂肪蓄积、改善葡萄糖耐量和预防或治疗肥胖相关疾病和病症的应用 |
| WO2010147955A1 (en) * | 2009-06-16 | 2010-12-23 | LiveFuels, Inc. | Systems and methods for harvesting algae |
| US8557275B2 (en) | 2009-07-23 | 2013-10-15 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain using a mixture of fish oil and fish oil derived, choline based, phospholipid bound fatty acid mixture including polyunsaturated EPA and DHA |
| US9913810B2 (en) | 2009-07-23 | 2018-03-13 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain using phospholipids and astaxanthin |
| US9238043B2 (en) | 2009-07-23 | 2016-01-19 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain using algae based oils |
| US9216164B2 (en) | 2009-07-23 | 2015-12-22 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain using a mixture of fish oil and fish oil derived, choline based, phospholipid bound fatty acid mixture including polyunsaturated EPA and DHA |
| US9399047B2 (en) | 2009-07-23 | 2016-07-26 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain using phospholipids and roe extract |
| US8481072B2 (en) | 2009-07-23 | 2013-07-09 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain |
| US9402857B2 (en) | 2009-07-23 | 2016-08-02 | U.S. Nutraceuticals, LLC | Composition and method to alleviate joint pain using low molecular weight hyaluronic acid and astaxanthin |
| UY32989A (es) | 2009-10-29 | 2011-04-29 | Acasti Pharma Inc | Coposiciones terapéuticas concentradas de fosfolípidos |
| AU2009354456B2 (en) * | 2009-10-30 | 2014-05-08 | Tharos Ltd | Solvent-free process for obtaining phospholipids and neutral enriched krill oils |
| MX2012005460A (es) * | 2009-11-11 | 2012-07-20 | Dynasep Inc | Metodo de secado con acetona eficiente en energia. |
| KR101204391B1 (ko) * | 2010-03-10 | 2012-11-26 | 인성실업(주) | 지질추출장치,이 장치를 가지는 어분제조기 |
| WO2012029898A1 (ja) * | 2010-09-01 | 2012-03-08 | 日本水産株式会社 | アルコール性障害緩和剤 |
| CN102071101B (zh) * | 2011-01-21 | 2012-10-10 | 山东科芮尔生物制品有限公司 | 一种从南极磷虾中提取富含磷脂的磷虾油的方法 |
| US20120231087A1 (en) | 2011-03-07 | 2012-09-13 | Olympic Seafood | Compositions And Methods for Nutritional Supplementation |
| US20120284165A1 (en) * | 2011-05-06 | 2012-11-08 | LiveFuels, Inc. | Method for removing carbon dioxide from ocean water and quantifying the carbon dioxide so removed |
| US9487716B2 (en) | 2011-05-06 | 2016-11-08 | LiveFuels, Inc. | Sourcing phosphorus and other nutrients from the ocean via ocean thermal energy conversion systems |
| CN102224855B (zh) * | 2011-05-13 | 2013-05-08 | 中国海洋大学 | 一种南极磷虾中脂质的富集方法 |
| WO2013033618A1 (en) | 2011-09-02 | 2013-03-07 | Arctic Nutrition As | Lipid compositions with high dha content |
| WO2013149384A1 (en) * | 2012-04-05 | 2013-10-10 | Nippon Suisan Kaisha, Ltd. | Brain atrophy prevention agent |
| RU2506314C2 (ru) * | 2012-05-04 | 2014-02-10 | Федеральное государственное автономное образовательное учреждение высшего профессионального образования "Казанский (Приволжский) Федеральный Университет" (ФГАОУ ВПО КФУ) | Способ качественного и количественного анализа липидов, прочносвязанных с геномной днк |
| CN102732382B (zh) * | 2012-07-18 | 2013-07-03 | 山东师范大学 | 一种从南极磷虾中提取蜡的方法 |
| CN102731360B (zh) * | 2012-07-18 | 2015-03-25 | 山东师范大学 | 一种从南极磷虾中提取虾青素的方法 |
| EP2897595B1 (en) * | 2012-09-24 | 2020-06-03 | Aker Biomarine Antarctic As | Omega -3 compositions |
| WO2014052357A1 (en) * | 2012-09-25 | 2014-04-03 | The Johns Hopkins University | Methods for extraction of lipids from wet algal biomass |
| WO2014184655A1 (en) | 2013-02-07 | 2014-11-20 | Olympic Seafood As | Methods for using crustacean phospholipid-peptide-protein complexes |
| AU2014203179C1 (en) | 2013-06-14 | 2017-05-04 | Aker Biomarine Antarctic As | Lipid extraction processes |
| WO2015023783A1 (en) | 2013-08-13 | 2015-02-19 | Darling Ingredients Inc. | Lipid extraction |
| CN103773596B (zh) * | 2013-12-31 | 2016-05-18 | 上海复力生物医药科技有限公司 | 磷虾油的制备方法 |
| GB201400431D0 (en) | 2014-01-10 | 2014-02-26 | Aker Biomarine As | Phospholipid compositions and their preparation |
| CA2938097A1 (en) | 2014-02-11 | 2015-08-20 | Enzymotec Ltd. | Krill oil preparations with optimal mineral and metal composition, low impurities and low and stable tma levels |
| CN103864841A (zh) * | 2014-03-12 | 2014-06-18 | 威海博宇食品有限公司 | 一种从水产动物卵中提取与精制磷脂的方法 |
| CN106535650A (zh) | 2014-04-30 | 2017-03-22 | 恩兹莫特克有限公司 | 磷虾油制剂和它们的用途 |
| US9701923B2 (en) | 2014-10-24 | 2017-07-11 | Darling Ingredients Inc. | Lipid extraction |
| PL3256003T5 (pl) | 2015-02-11 | 2025-11-17 | Aker Biomarine Human Ingredients As | Sposoby ekstrakcji lipidów |
| WO2016128838A2 (en) * | 2015-02-11 | 2016-08-18 | Aker Biomarine Antarctic As | Lipid compositions |
| CN105152910B (zh) * | 2015-07-23 | 2017-06-30 | 山东师范大学 | 一种从脱脂南极磷虾中提取及检测棕榈酸的方法 |
| EP3504309A4 (en) * | 2016-08-24 | 2020-07-29 | Samuel Philip | IMPROVED OIL TREATMENT AND EXTRACTION PROCESS |
| WO2018183815A1 (en) * | 2017-03-31 | 2018-10-04 | Avoca Llc | Methods for the preparation of phospholipid enriched krill compositions. |
| US10709148B2 (en) | 2017-12-04 | 2020-07-14 | Rimfrost Technologies | Method for producing a protein phospholipid complex from a crustacean catch |
| CN108130193B (zh) * | 2017-12-21 | 2021-04-02 | 山东师范大学 | 一种提高南极磷虾油脂提取率的方法 |
| CN121313680A (zh) | 2017-12-22 | 2026-01-13 | 法姆灵国际有限公司 | 脂质组合 |
| CN109053420B (zh) * | 2018-08-21 | 2021-03-16 | 浙江海洋大学 | 一种从桡足类中提取dha和epa的方法 |
| JP7610770B2 (ja) * | 2019-02-12 | 2025-01-09 | アーケル バイオマリン ヒューマン イングリーディエンツ アクティーゼルスカブ | 高レベルの遊離脂肪酸を含むオキアミ抽出物から濃縮された治療用リン脂質組成物を製造する方法 |
| CN110361497B (zh) * | 2019-08-02 | 2021-06-25 | 山东师范大学 | 一种南极磷虾中氨基酸的检测方法 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT331374B (de) | 1972-12-22 | 1976-08-25 | Studiengesellschaft Kohle Mbh | Verfahren zur gewinnung von fetten und olen aus pflanzlichen und tierischen produkten |
| JPS5248191B2 (ja) * | 1974-12-27 | 1977-12-08 | ||
| JPS53112195A (en) * | 1977-03-10 | 1978-09-30 | Nippon Paint Co Ltd | Method for producing food for fish |
| CA1098900A (en) | 1977-12-14 | 1981-04-07 | Sergei V. Rogozhin | Method for the processing of krill to produce protein, lipids and chitin |
| NO147365C (no) * | 1980-11-27 | 1983-03-30 | Jan Raa | Fremgangsmaate til fremstilling av astaxanthin i en form som er egnet for innlemmelse i for for oppdrettfisk. |
| JPS59501908A (ja) * | 1982-10-25 | 1984-11-15 | ヘルグレン・ラルス・グスタ−ヴ・インゲ | クリーニング用酵素組成物 |
| JPS59196032A (ja) * | 1983-04-23 | 1984-11-07 | Fumio Nishikawa | オキアミの変性防止及び鮮度保持の方法 |
| JPS6035057A (ja) * | 1984-06-27 | 1985-02-22 | San Ei Chem Ind Ltd | 黄橙色ないし赤橙色色素の製法 |
| US5006281A (en) | 1985-03-26 | 1991-04-09 | Century Laboratories, Inc. | Process for the production of a marine animal oil |
| JPS6390598A (ja) * | 1986-10-03 | 1988-04-21 | 日本油脂株式会社 | ドコサヘキサエン酸を含む脂質の製造法 |
| JPS63162793A (ja) * | 1986-12-26 | 1988-07-06 | 焼津水産化学工業株式会社 | 脂質の抽出方法 |
| JP2963152B2 (ja) | 1990-06-28 | 1999-10-12 | クロリンエンジニアズ株式会社 | オキアミからの色素の抽出分離方法 |
| DE4219360C2 (de) | 1992-06-12 | 1994-07-28 | Milupa Ag | Verfahren zur Gewinnung von Lipiden mit einem hohen Anteil von langkettig-hochungesättigten Fettsäuren |
| JPH07107920A (ja) * | 1993-10-12 | 1995-04-25 | Nichiwa Sangyo Kk | 鶏用飼料 |
| RU2089208C1 (ru) * | 1994-05-17 | 1997-09-10 | Коми научный центр Уральского отделения РАН | Способ выделения липидов |
| JPH08198754A (ja) * | 1995-01-23 | 1996-08-06 | Yakult Honsha Co Ltd | 脳機能改善剤 |
| JP3398248B2 (ja) * | 1995-03-16 | 2003-04-21 | 新日本石油株式会社 | キサントフィル化合物の精製方法 |
| JPH09143063A (ja) * | 1995-11-22 | 1997-06-03 | Kose Corp | 外用に適する組成物 |
| JPH09308459A (ja) * | 1996-05-20 | 1997-12-02 | Nof Corp | 高度不飽和脂肪酸含有栄養組成物 |
| US6055936A (en) * | 1997-01-21 | 2000-05-02 | Collin; Peter Donald | Sea cucumber carotenoid lipid fractions and process |
| CA2251265A1 (en) * | 1998-10-21 | 2000-04-21 | Universite De Sherbrooke | Process for lipid extraction of aquatic animal tissues producing a dehydrated residue |
-
1998
- 1998-10-21 CA CA002251265A patent/CA2251265A1/en not_active Abandoned
-
1999
- 1999-10-21 BR BRPI9914699-1A patent/BR9914699B1/pt not_active IP Right Cessation
- 1999-10-21 UA UA2001042679A patent/UA75029C2/uk unknown
- 1999-10-21 US US09/830,146 patent/US6800299B1/en not_active Expired - Lifetime
- 1999-10-21 DK DK99952180T patent/DK1123368T3/da active
- 1999-10-21 EP EP99952180A patent/EP1123368B1/en not_active Expired - Lifetime
- 1999-10-21 RU RU2001113503A patent/RU2236441C2/ru not_active IP Right Cessation
- 1999-10-21 ES ES99952180T patent/ES2306527T3/es not_active Expired - Lifetime
- 1999-10-21 DE DE1999638504 patent/DE69938504T2/de not_active Expired - Lifetime
- 1999-10-21 CN CNB998124176A patent/CN1269940C/zh not_active Expired - Fee Related
- 1999-10-21 PL PL347396A patent/PL201771B1/pl unknown
- 1999-10-21 WO PCT/CA1999/000987 patent/WO2000023546A1/en not_active Ceased
- 1999-10-21 AU AU64552/99A patent/AU765464B2/en not_active Ceased
- 1999-10-21 AT AT99952180T patent/ATE391763T1/de active
- 1999-10-21 KR KR10-2001-7004998A patent/KR100454899B1/ko not_active Expired - Fee Related
- 1999-10-21 PT PT99952180T patent/PT1123368E/pt unknown
- 1999-10-21 JP JP2000577261A patent/JP4181305B2/ja not_active Expired - Fee Related
-
2001
- 2001-04-18 NO NO20011915A patent/NO321481B1/no not_active IP Right Cessation
- 2001-04-20 ZA ZA200103235A patent/ZA200103235B/en unknown
-
2007
- 2007-11-02 JP JP2007285980A patent/JP5172281B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1324394A (zh) | 2001-11-28 |
| RU2236441C2 (ru) | 2004-09-20 |
| HK1038765A1 (en) | 2002-03-28 |
| ATE391763T1 (de) | 2008-04-15 |
| CA2251265A1 (en) | 2000-04-21 |
| PT1123368E (pt) | 2008-07-18 |
| EP1123368A1 (en) | 2001-08-16 |
| AU6455299A (en) | 2000-05-08 |
| KR100454899B1 (ko) | 2004-11-06 |
| JP5172281B2 (ja) | 2013-03-27 |
| KR20010103615A (ko) | 2001-11-23 |
| DK1123368T3 (da) | 2008-08-04 |
| BR9914699A (pt) | 2001-07-10 |
| JP2008150586A (ja) | 2008-07-03 |
| ZA200103235B (en) | 2002-06-20 |
| EP1123368B1 (en) | 2008-04-09 |
| AU765464B2 (en) | 2003-09-18 |
| DE69938504D1 (de) | 2008-05-21 |
| UA75029C2 (en) | 2006-03-15 |
| NO20011915L (no) | 2001-06-21 |
| US6800299B1 (en) | 2004-10-05 |
| WO2000023546A1 (en) | 2000-04-27 |
| JP4181305B2 (ja) | 2008-11-12 |
| JP2002527604A (ja) | 2002-08-27 |
| PL347396A1 (en) | 2002-04-08 |
| ES2306527T3 (es) | 2008-11-01 |
| DE69938504T2 (de) | 2009-06-10 |
| CN1269940C (zh) | 2006-08-16 |
| NO321481B1 (no) | 2006-05-15 |
| NO20011915D0 (no) | 2001-04-18 |
| PL201771B1 (pl) | 2009-05-29 |
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